4-[benzyl(methyl)amino]butanoic acid | 188132-01-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[benzyl(methyl)amino]butanoic acid
• 英文别名: 4--buttersaeure；γ-(N-Methyl-N-benzylamino)-buttersaeure；4-(benzyl-methyl-amino)-butyric acid；4-(Benzyl-methyl-amino)-buttersaeure；4-[Benzyl(methyl)azaniumyl]butanoate
• CAS: 188132-01-6
• 化学式: C₁₂H₁₇NO₂
• mdl: MFCD09704258
• 分子量: 207.272
• InChiKey: IRLUUHAUSAMJSR-UHFFFAOYSA-N

物化性质

• 沸点：
  335.7±25.0 °C(Predicted)
• 密度：
  1.089±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[benzyl(methyl)amino]butanoic acid 、 乙酸酐 生成 5-(N-Methyl-N-benzylamino)-pentanon-(2)
  参考文献：
  名称：

  Intramolecular Assistance of Decarboxylative Acylation

  摘要：

  DOI：

  10.1021/ja01474a024
• 作为产物：
  描述：

  γ-(N-Methyl-N-benzylamino)-buttersaeure-methylester 在 盐酸 作用下， 生成 4-[benzyl(methyl)amino]butanoic acid
  参考文献：
  名称：

  Intramolecular Assistance of Decarboxylative Acylation

  摘要：

  DOI：

  10.1021/ja01474a024

文献信息

• Mechanism of Gold(I)-Catalyzed Rearrangements of Acetylenic Amine-<i>N</i>-Oxides: Computational Investigations Lead to a New Mechanism Confirmed by Experiment
  作者：Elizabeth L. Noey、Yingdong Luo、Liming Zhang、K. N. Houk

  DOI：10.1021/ja208860x

  日期：2012.1.18

  Quantum mechanical studies of the mechanism of gold-catalyzed rearrangements of acetylenic amine-N-oxides to piperidinones or azepanones have revealed a new mechanism involving a concerted heteroretroene reaction, formally a 1,5 hydrogen shift from the N-alkyl groups to the vinyl position of a gold-coordinated methyleneisoxazolidinium or methyleneoxazinanium. Density functional calculations (B3LYP

  金催化炔胺-N-氧化物重排为哌啶酮或氮杂环庚酮的机理的量子力学研究揭示了一种新的机制，涉及协调的杂对四烯反应，形式上是从 N-烷基到乙烯基位置的 1,5 个氢位移金配位的亚甲基异恶唑啉鎓或亚甲基恶嗪鎓。异戊二烯机制的密度泛函计算（B3LYP、B3LYP-D3）重现了实验区域选择性，并解释了为什么氢从较小的胺取代基转移。为支持所提出的机制，新的实验研究表明氢转移是协调一致的，并且金卡宾不作为反应中间体参与。
• Agent for Preventing and Alleviating Wrinkles
  申请人：TSUNENAGA Makoto

  公开号：US20100113450A1

  公开（公告）日：2010-05-06

  The present invention provides an agent for preventing and alleviating wrinkles which has excellent effects of preventing and alleviating wrinkles formed by decreased barrier function of the skin owing to aging or photo aging, that is graphic wrinkles or linear wrinkles. The agent for preventing and alleviating wrinkles consisting of one or more compounds selected from the group consisting of gamma-aminobutyric acid derivatives represented by the following formula (1) or N,N,N-trimethyl gamma-aminobutyric acid represented by the following formula (3) and salts thereof: wherein R 1 and R 2 independently represent any of a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, a benzyloxycarbonyl group, a cyclohexyl group, a cyclohexanemethyl group, a cyclohexanecarbonyl group, a guanidino group formed with nitrogen atom in the formula (1), an ureido group formed with nitrogen atom in the formula (1), and a group represented by following formula (2). Additionally, R 1 and R 2 may jointly form a piperidine ring, morpholine ring, or pyrrolidine ring. Both of R 1 and R 2 are not simultaneously a hydrogen atom.

  本发明提供了一种用于预防和缓解皮肤屏障功能下降引起的老化或光老化形成的皱纹（即图形皱纹或线性皱纹）的药剂。该药剂由以下式（1）所表示的γ-氨基丁酸衍生物或以下式（3）所表示的N，N，N-三甲基γ-氨基丁酸及其盐中的一种或多种化合物组成：其中R1和R2独立地表示氢原子，具有1至3个碳原子的烷基，苄氧羰基基团，环己基基团，环己基甲基基团，环己基羧基基团，在式（1）中的氮原子形成的鸟氨酸基团，在式（1）中的氮原子形成的尿素基团，以及以下式（2）所表示的基团。此外，R1和R2可以共同形成哌啶环，吗啉环或吡咯烷环。R1和R2都不同时为氢原子。
• WRINKLING-PREVENTING AND -MODIFYING AGENT
  申请人：Shiseido Company, Ltd.

  公开号：EP2123253A1

  公开（公告）日：2009-11-25

  The present invention provides an agent for preventing and alleviating wrinkles which has excellent effects of preventing and alleviating wrinkles formed by decreased barrier function of the skin owing to aging or photo aging, that is graphic wrinkles or linear wrinkles. The agent for preventing and alleviating wrinkles consisting of one or more compounds selected from the group consisting of gamma-aminobutyric acid derivatives represented by the following formula (1) or N,N,N-trimethyl gamma-aminobutyric acid represented by the following formula (3) and salts thereof: wherein R1 and R2 independently represent any of a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, a benzyloxycarbonyl group, a cyclohexyl group, a cyclohexanemethyl group, a cyclohexanecarbonyl group, a guanidino group formed with nitrogen atom in the formula (1), an ureido group formed with nitrogen atom in the formula (1), and a group represented by following formula (2). Additionally, R1 and R2 may jointly form a piperidine ring, morpholine ring, or pyrrolidine ring. Both of R1 and R2 are not simultaneously a hydrogen atom.

  本发明提供了一种用于预防和减轻皱纹的药剂，该药剂对预防和减轻由于老化或光老化导致皮肤屏障功能降低而形成的皱纹（即图形皱纹或线性皱纹）具有极佳的效果。 这种预防和缓解皱纹的制剂由一种或多种化合物组成，这些化合物选自由下式（1）代表的γ-氨基丁酸衍生物或下式（3）代表的N,N,N-三甲基γ-氨基丁酸及其盐组成的组： 其中，R1 和 R2 独立地代表氢原子、具有 1 至 3 个碳原子的烷基、苄氧羰基、环己基、环己基甲基、环己基羰基、与式（1）中氮原子形成的胍基、与式（1）中氮原子形成的脲基以及下式（2）所代表的基团中的任意一种。此外，R1 和 R2 可共同形成哌啶环、吗啉环或吡咯烷环。R1 和 R2 不能同时为氢原子。
• Stereoselective synthesis of (Z)-trifluoromethyl enamines and their Lewis acid-mediated conversion into (E)-isomers
  作者：Biao Jiang、Fangjiang Zhang、Wennan Xiong

  DOI：10.1016/s0040-4020(01)01157-7

  日期：2002.1

  (Z)-beta-Trifluoromethyl enamines were prepared in high yield stereoselectively by reaction of 2-bromo-3,3,3-trifluoropropene with N-alkyl toluenesulfonamides and potassium t-butoxide in one pot via Michael addition and elimination processes. The (Z)-beta-trifluoromethyl enamines could be converted to the corresponding thermodynamically stable (E)-isomers promoted by Lewis acid catalysts at room temperature or thermal isomerization. (C) 2002 Elsevier Science Ltd. All rights reserved.
• US8173705B2
  申请人：——

  公开号：US8173705B2

  公开（公告）日：2012-05-08